What is a meso compound?

1 Answer
Oct 26, 2014

A meso compound is a compound that contains two or more chiral centres but is optically inactive.

It has an internal plane of symmetry and we can superimpose it on its own mirror image.

To identify a chiral compound, you look for two or more chiral centres and an internal plane of symmetry.

chemwiki.ucdavis.edu

cis-1,2-dichlorocyclohexane is a meso compound. It has two chiral centres and an internal plane of symmetry.

trans-1,2-dichlorocyclohexane is not a meso compound. It lacks the internal mirror plane.

www.organicchemistry.com

28 and 29 are two meso compounds. They have four chiral centres. But they are optically inactive because they have internal plane of symmetry.